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A pyrene-benzimidazole composed effective fluoride sensor: potential mimicking of a Boolean logic gate

Abstract

In this work, three benzimidazole derivatives incorporating 4-N,N/-dimethylaminobenzene (1), pyrene (2) and anthracene (3) moieties, respectively, have been synthesized and characterized by analytical and spectroscopic techniques. All three receptors were probed as potential anionsensors. Receptor 2 detects F− ion selectively in the presence of various anions like Cl−, Br−, CN−, ClO4−, HSO4−, NO3−, PF6−, AcO− and H2PO4− as their tetrabutylammonium salts (TBA) where the drastic color change can be observed by naked eye while the other two molecules were found to be unresponsive towards anions. The recognition aspectshave been investigated by absorption, emission and 1H NMR titration study. The sensing mechanism involves hydrogen bonding interaction between F− and imidazole N−H proton at low concentration followed by deprotonation with the addition of excess of F− ion as confirmed by HF2− signal in 1H NMR spectra. The strong interaction between receptor 2 and F− ion has been revealed by high binding constant value. The limit of detection (LOD) was found to be 1.63 × 10-5 M. Based on reversibility in recognition event, we developed a potential “Write-Read-Erase-Read” i.e. recyclable memory function possessing multi-write ability.

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Publication details

The article was received on 01 Mar 2018, accepted on 13 Apr 2018 and first published on 13 Apr 2018


Article type: Paper
DOI: 10.1039/C8NJ01011K
Citation: New J. Chem., 2018, Accepted Manuscript
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    A pyrene-benzimidazole composed effective fluoride sensor: potential mimicking of a Boolean logic gate

    D. Das, A. Kushwaha and S. Patil, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ01011K

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